TWI650335B - 用於烯烴聚合催化劑的球形載體、催化劑組分、催化劑及它們的製備方法 - Google Patents
用於烯烴聚合催化劑的球形載體、催化劑組分、催化劑及它們的製備方法 Download PDFInfo
- Publication number
- TWI650335B TWI650335B TW103136036A TW103136036A TWI650335B TW I650335 B TWI650335 B TW I650335B TW 103136036 A TW103136036 A TW 103136036A TW 103136036 A TW103136036 A TW 103136036A TW I650335 B TWI650335 B TW I650335B
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- TW
- Taiwan
- Prior art keywords
- pentanediol
- dibenzoate
- methyl
- dimethoxypropane
- ethyl
- Prior art date
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- 239000003054 catalyst Substances 0.000 title claims abstract description 69
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 60
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims abstract description 52
- 239000002685 polymerization catalyst Substances 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title abstract description 24
- -1 magnesium halide Chemical class 0.000 claims abstract description 144
- 150000001875 compounds Chemical class 0.000 claims abstract description 76
- 239000011777 magnesium Substances 0.000 claims abstract description 72
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 71
- 238000000034 method Methods 0.000 claims abstract description 71
- 239000001257 hydrogen Substances 0.000 claims abstract description 50
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 50
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 45
- 239000003381 stabilizer Substances 0.000 claims abstract description 40
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 37
- 239000002245 particle Substances 0.000 claims abstract description 33
- 239000004815 dispersion polymer Substances 0.000 claims abstract description 31
- 239000007787 solid Substances 0.000 claims abstract description 20
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 16
- 239000002244 precipitate Substances 0.000 claims abstract description 8
- 239000008247 solid mixture Substances 0.000 claims description 67
- 238000006116 polymerization reaction Methods 0.000 claims description 53
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 46
- 125000000217 alkyl group Chemical group 0.000 claims description 46
- 238000006243 chemical reaction Methods 0.000 claims description 37
- 229910052736 halogen Inorganic materials 0.000 claims description 37
- 150000003609 titanium compounds Chemical class 0.000 claims description 32
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 19
- 150000002681 magnesium compounds Chemical class 0.000 claims description 17
- 125000005843 halogen group Chemical group 0.000 claims description 16
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims description 14
- 239000002612 dispersion medium Substances 0.000 claims description 14
- 239000010936 titanium Substances 0.000 claims description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 13
- 229940114081 cinnamate Drugs 0.000 claims description 12
- 229930195733 hydrocarbon Natural products 0.000 claims description 12
- 229920000642 polymer Polymers 0.000 claims description 12
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 229910052801 chlorine Inorganic materials 0.000 claims description 11
- 239000000460 chlorine Substances 0.000 claims description 11
- 150000002430 hydrocarbons Chemical class 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 11
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 11
- 239000004215 Carbon black (E152) Substances 0.000 claims description 10
- 239000004305 biphenyl Substances 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- 150000002431 hydrogen Chemical group 0.000 claims description 10
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 10
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 10
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 10
- 229910052719 titanium Inorganic materials 0.000 claims description 10
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 9
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 9
- 235000010290 biphenyl Nutrition 0.000 claims description 9
- 239000006185 dispersion Substances 0.000 claims description 9
- 235000011147 magnesium chloride Nutrition 0.000 claims description 9
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 9
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 8
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 claims description 8
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 8
- 239000012442 inert solvent Substances 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims description 7
- 125000006267 biphenyl group Chemical group 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 7
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 7
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- VWLJXGHPNHFSGE-UHFFFAOYSA-N benzoic acid;2-methylpentane-1,3-diol Chemical compound CCC(O)C(C)CO.OC(=O)C1=CC=CC=C1 VWLJXGHPNHFSGE-UHFFFAOYSA-N 0.000 claims description 6
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 6
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 claims description 6
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 6
- 229920001223 polyethylene glycol Polymers 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- VSRWWHOJVGFSFA-UHFFFAOYSA-N (3-benzoyloxy-2-ethylpentyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)C(CC)COC(=O)C1=CC=CC=C1 VSRWWHOJVGFSFA-UHFFFAOYSA-N 0.000 claims description 5
- YEGVZUITMUKKBN-UHFFFAOYSA-N 2-(1-benzoyloxypropyl)hexyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)C(CCCC)COC(=O)C1=CC=CC=C1 YEGVZUITMUKKBN-UHFFFAOYSA-N 0.000 claims description 5
- 239000004593 Epoxy Substances 0.000 claims description 5
- 239000004349 Polyvinylpyrrolidone-vinyl acetate copolymer Substances 0.000 claims description 5
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 5
- 229910052782 aluminium Inorganic materials 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 5
- 229920000098 polyolefin Polymers 0.000 claims description 5
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 5
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 5
- 235000019448 polyvinylpyrrolidone-vinyl acetate copolymer Nutrition 0.000 claims description 5
- 239000000047 product Substances 0.000 claims description 5
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 5
- UDSAOZBLEFVCKE-UHFFFAOYSA-N (3-benzoyloxy-2,2-dimethylpentyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)(C)C(CC)OC(=O)C1=CC=CC=C1 UDSAOZBLEFVCKE-UHFFFAOYSA-N 0.000 claims description 4
- HDCPAWWIFPIIQB-UHFFFAOYSA-N (5-benzoyloxy-4,4-dimethylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)C(C)(C)C(CC)OC(=O)C1=CC=CC=C1 HDCPAWWIFPIIQB-UHFFFAOYSA-N 0.000 claims description 4
- UGVIHDDRPUSMBC-UHFFFAOYSA-N (5-benzoyloxy-4,6-dimethylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C(C)C)C(C)C(CC)OC(=O)C1=CC=CC=C1 UGVIHDDRPUSMBC-UHFFFAOYSA-N 0.000 claims description 4
- XHHXJXGIYFQFOQ-UHFFFAOYSA-N 1,3-diphenylpropane-1,3-diol Chemical compound C=1C=CC=CC=1C(O)CC(O)C1=CC=CC=C1 XHHXJXGIYFQFOQ-UHFFFAOYSA-N 0.000 claims description 4
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 4
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims description 4
- 229920005682 EO-PO block copolymer Polymers 0.000 claims description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- 229920002873 Polyethylenimine Polymers 0.000 claims description 4
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 4
- 229920000147 Styrene maleic anhydride Polymers 0.000 claims description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 4
- ZVGAYXQVERFPAM-UHFFFAOYSA-N benzoic acid;2,2-dimethylpentane-1,3-diol Chemical compound CCC(O)C(C)(C)CO.OC(=O)C1=CC=CC=C1 ZVGAYXQVERFPAM-UHFFFAOYSA-N 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 claims description 4
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 claims description 4
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical group CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 claims description 4
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 claims description 4
- 150000002576 ketones Chemical class 0.000 claims description 4
- OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 claims description 4
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 claims description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 4
- 239000010452 phosphate Substances 0.000 claims description 4
- 229920001467 poly(styrenesulfonates) Polymers 0.000 claims description 4
- 229920000058 polyacrylate Polymers 0.000 claims description 4
- 239000011970 polystyrene sulfonate Substances 0.000 claims description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 4
- RJIFVNWOLLIBJV-UHFFFAOYSA-N tributyl benzene-1,2,4-tricarboxylate Chemical compound CCCCOC(=O)C1=CC=C(C(=O)OCCCC)C(C(=O)OCCCC)=C1 RJIFVNWOLLIBJV-UHFFFAOYSA-N 0.000 claims description 4
- XTOLJLHPCKTDBE-UHFFFAOYSA-N (5-benzoyloxy-5-ethylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)CC(CC)(CC)OC(=O)C1=CC=CC=C1 XTOLJLHPCKTDBE-UHFFFAOYSA-N 0.000 claims description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
- XFDQLDNQZFOAFK-UHFFFAOYSA-N 2-benzoyloxyethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOC(=O)C1=CC=CC=C1 XFDQLDNQZFOAFK-UHFFFAOYSA-N 0.000 claims description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 claims description 3
- RUOPINZRYMFPBF-UHFFFAOYSA-N pentane-1,3-diol Chemical compound CCC(O)CCO RUOPINZRYMFPBF-UHFFFAOYSA-N 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 125000005591 trimellitate group Chemical group 0.000 claims description 3
- NOAIBMQZUGBONL-UHFFFAOYSA-N (1,3-dimethoxy-2-methylpropan-2-yl)benzene Chemical compound COCC(C)(COC)C1=CC=CC=C1 NOAIBMQZUGBONL-UHFFFAOYSA-N 0.000 claims description 2
- HPOWOWTVWZELDK-UHFFFAOYSA-N (1,3-dimethoxy-2-methylpropan-2-yl)cyclohexane Chemical compound COCC(C)(COC)C1CCCCC1 HPOWOWTVWZELDK-UHFFFAOYSA-N 0.000 claims description 2
- HBMODDNTUPGVFW-UHFFFAOYSA-N (1,3-dimethoxy-2-phenylpropan-2-yl)benzene Chemical compound C=1C=CC=CC=1C(COC)(COC)C1=CC=CC=C1 HBMODDNTUPGVFW-UHFFFAOYSA-N 0.000 claims description 2
- UKWPHWXJOCIUEE-UHFFFAOYSA-N (2,2-dimethyl-1,3-diphenyl-3-propanoyloxypropyl) propanoate Chemical compound C=1C=CC=CC=1C(OC(=O)CC)C(C)(C)C(OC(=O)CC)C1=CC=CC=C1 UKWPHWXJOCIUEE-UHFFFAOYSA-N 0.000 claims description 2
- MEPSBRTXOHFWCF-UHFFFAOYSA-N (2-cyclohexyl-1,3-dimethoxypropan-2-yl)cyclohexane Chemical compound C1CCCCC1C(COC)(COC)C1CCCCC1 MEPSBRTXOHFWCF-UHFFFAOYSA-N 0.000 claims description 2
- BEDHCUAJOBASSZ-UHFFFAOYSA-N (2-cyclopentyl-1,3-dimethoxypropan-2-yl)cyclopentane Chemical compound C1CCCC1C(COC)(COC)C1CCCC1 BEDHCUAJOBASSZ-UHFFFAOYSA-N 0.000 claims description 2
- AVLXFLSBQMGKIV-UHFFFAOYSA-N (3-acetyloxy-1,3-diphenylpropyl) acetate Chemical compound C=1C=CC=CC=1C(OC(=O)C)CC(OC(C)=O)C1=CC=CC=C1 AVLXFLSBQMGKIV-UHFFFAOYSA-N 0.000 claims description 2
- STUIVUQUUGJBRL-UHFFFAOYSA-N (3-acetyloxy-2-methyl-1,3-diphenylpropyl) acetate Chemical compound C=1C=CC=CC=1C(OC(C)=O)C(C)C(OC(C)=O)C1=CC=CC=C1 STUIVUQUUGJBRL-UHFFFAOYSA-N 0.000 claims description 2
- DYJIIMFHSZKBDY-UHFFFAOYSA-N (3-benzoyloxy-2,2-dimethylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)(C)COC(=O)C1=CC=CC=C1 DYJIIMFHSZKBDY-UHFFFAOYSA-N 0.000 claims description 2
- RQLZEKDPPDZIJR-UHFFFAOYSA-N (3-benzoyloxy-2-methylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)COC(=O)C1=CC=CC=C1 RQLZEKDPPDZIJR-UHFFFAOYSA-N 0.000 claims description 2
- HJCICGUHPWKGOL-UHFFFAOYSA-N (3-benzoyloxy-2-propylpentyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)C(CCC)COC(=O)C1=CC=CC=C1 HJCICGUHPWKGOL-UHFFFAOYSA-N 0.000 claims description 2
- RHGOUUKDYGOMSX-UHFFFAOYSA-N (4-benzoyloxy-3,3-dimethylpentan-2-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)C(C)(C)C(C)OC(=O)C1=CC=CC=C1 RHGOUUKDYGOMSX-UHFFFAOYSA-N 0.000 claims description 2
- WVDZWYPTCPYQPU-UHFFFAOYSA-N (4-benzoyloxy-3-methyl-4-phenylbutan-2-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C=1C=CC=CC=1)C(C)C(C)OC(=O)C1=CC=CC=C1 WVDZWYPTCPYQPU-UHFFFAOYSA-N 0.000 claims description 2
- ODPBTHVKSNOPNQ-UHFFFAOYSA-N (4-benzoyloxy-6,6,6-trifluoro-3-methylhexan-2-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC(F)(F)F)C(C)C(C)OC(=O)C1=CC=CC=C1 ODPBTHVKSNOPNQ-UHFFFAOYSA-N 0.000 claims description 2
- BUCBXHLZGJGGCA-UHFFFAOYSA-N (5-benzoyloxy-2,6-dimethylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C(C)C)CC(C(C)C)OC(=O)C1=CC=CC=C1 BUCBXHLZGJGGCA-UHFFFAOYSA-N 0.000 claims description 2
- ZARWPEMJZSRXHD-UHFFFAOYSA-N (5-benzoyloxy-4,5-dimethylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)(CC)C(C)C(CC)OC(=O)C1=CC=CC=C1 ZARWPEMJZSRXHD-UHFFFAOYSA-N 0.000 claims description 2
- XIEYHULFUPKEIC-UHFFFAOYSA-N (5-benzoyloxy-4-ethyl-2,2,6,6-tetramethylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C(C)(C)C)C(CC)C(C(C)(C)C)OC(=O)C1=CC=CC=C1 XIEYHULFUPKEIC-UHFFFAOYSA-N 0.000 claims description 2
- RAMDWQXDLFRDBH-UHFFFAOYSA-N (5-benzoyloxy-4-ethyl-6-methylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C(C)C)C(CC)C(CC)OC(=O)C1=CC=CC=C1 RAMDWQXDLFRDBH-UHFFFAOYSA-N 0.000 claims description 2
- MPMYNDGYFIWDTE-UHFFFAOYSA-N (5-benzoyloxy-5,6-dimethylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)CC(C)(C(C)C)OC(=O)C1=CC=CC=C1 MPMYNDGYFIWDTE-UHFFFAOYSA-N 0.000 claims description 2
- AEOHLOSZQSEYTQ-UHFFFAOYSA-N (5-benzoyloxy-5-ethyl-3-methylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)(CC)CC(CC)(CC)OC(=O)C1=CC=CC=C1 AEOHLOSZQSEYTQ-UHFFFAOYSA-N 0.000 claims description 2
- IEUGUAOMTXYLED-UHFFFAOYSA-N (5-benzoyloxy-5-ethyl-4-methylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)(CC)C(C)C(CC)OC(=O)C1=CC=CC=C1 IEUGUAOMTXYLED-UHFFFAOYSA-N 0.000 claims description 2
- ADYXBLCKGGPWFI-UHFFFAOYSA-N (5-benzoyloxy-5-ethylnonan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)(CCCC)CC(CC)OC(=O)C1=CC=CC=C1 ADYXBLCKGGPWFI-UHFFFAOYSA-N 0.000 claims description 2
- BAWGHRZNPLAEJS-UHFFFAOYSA-N (5-benzoyloxy-5-ethyloctan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)(CCC)CC(CC)OC(=O)C1=CC=CC=C1 BAWGHRZNPLAEJS-UHFFFAOYSA-N 0.000 claims description 2
- ZMNJJDUKFOYIHY-UHFFFAOYSA-N 1,3-dimethoxyheptane Chemical compound CCCCC(OC)CCOC ZMNJJDUKFOYIHY-UHFFFAOYSA-N 0.000 claims description 2
- CELOJHLXFPSJPH-UHFFFAOYSA-N 1,3-dimethoxypropan-2-ylbenzene Chemical compound COCC(COC)C1=CC=CC=C1 CELOJHLXFPSJPH-UHFFFAOYSA-N 0.000 claims description 2
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- DEMPTVYXFMKCIA-UHFFFAOYSA-N diethyl naphthalene-1,2-dicarboxylate Chemical compound C1=CC=CC2=C(C(=O)OCC)C(C(=O)OCC)=CC=C21 DEMPTVYXFMKCIA-UHFFFAOYSA-N 0.000 description 1
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- UHSDHNXHBQDMMH-UHFFFAOYSA-L ethanolate;titanium(4+);dichloride Chemical compound CCO[Ti](Cl)(Cl)OCC UHSDHNXHBQDMMH-UHFFFAOYSA-L 0.000 description 1
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- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- VMLUVDHAXSZZSR-UHFFFAOYSA-L hexylaluminum(2+);dichloride Chemical compound CCCCCC[Al](Cl)Cl VMLUVDHAXSZZSR-UHFFFAOYSA-L 0.000 description 1
- 238000009775 high-speed stirring Methods 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
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- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
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- 238000011084 recovery Methods 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
- NLLZTRMHNHVXJJ-UHFFFAOYSA-J titanium tetraiodide Chemical compound I[Ti](I)(I)I NLLZTRMHNHVXJJ-UHFFFAOYSA-J 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- 125000005590 trimellitic acid group Chemical class 0.000 description 1
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Classifications
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/647—Catalysts containing a specific non-metal or metal-free compound
- C08F4/649—Catalysts containing a specific non-metal or metal-free compound organic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F10/04—Monomers containing three or four carbon atoms
- C08F10/06—Propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/04—Monomers containing three or four carbon atoms
- C08F110/06—Propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/02—Carriers therefor
- C08F4/022—Magnesium halide as support anhydrous or hydrated or complexed by means of a Lewis base for Ziegler-type catalysts
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/65—Pretreating the metal or compound covered by group C08F4/64 before the final contacting with the metal or compound covered by group C08F4/44
- C08F4/652—Pretreating with metals or metal-containing compounds
- C08F4/654—Pretreating with metals or metal-containing compounds with magnesium or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65916—Component covered by group C08F4/64 containing a transition metal-carbon bond supported on a carrier, e.g. silica, MgCl2, polymer
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2410/00—Features related to the catalyst preparation, the catalyst use or to the deactivation of the catalyst
- C08F2410/01—Additive used together with the catalyst, excluding compounds containing Al or B
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2410/00—Features related to the catalyst preparation, the catalyst use or to the deactivation of the catalyst
- C08F2410/06—Catalyst characterized by its size
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Polyethers (AREA)
- Polymerization Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310491393.6A CN104558281B (zh) | 2013-10-18 | 2013-10-18 | 一种用于烯烃聚合催化剂的球形载体及其制备方法 |
| ??201310491648.9 | 2013-10-18 | ||
| CN201310491648.9A CN104558284B (zh) | 2013-10-18 | 2013-10-18 | 用于烯烃聚合的催化剂组分及其制备方法和用于烯烃聚合的催化剂与应用 |
| ??201310491641.7 | 2013-10-18 | ||
| CN201310491641.7A CN104558283B (zh) | 2013-10-18 | 2013-10-18 | 一种固体组合物及其制备方法和应用 |
| ??201310491393.6 | 2013-10-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201522399A TW201522399A (zh) | 2015-06-16 |
| TWI650335B true TWI650335B (zh) | 2019-02-11 |
Family
ID=52827679
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW103136036A TWI650335B (zh) | 2013-10-18 | 2014-10-17 | 用於烯烴聚合催化劑的球形載體、催化劑組分、催化劑及它們的製備方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US9951157B2 (ko) |
| EP (1) | EP3059263B1 (ko) |
| JP (1) | JP6397908B2 (ko) |
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Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102650287B1 (ko) * | 2018-09-14 | 2024-03-21 | 주식회사 엘지화학 | 유기 화합물의 제조방법 |
| CN110938160B (zh) * | 2018-09-25 | 2022-05-24 | 中国石油化工股份有限公司 | 用于烯烃聚合的催化剂体系和预聚合催化剂组合物及它们的应用 |
| CN110938163A (zh) * | 2018-09-25 | 2020-03-31 | 中国石油化工股份有限公司 | 用于烯烃聚合的催化剂体系和预聚合催化剂组合物及它们的应用 |
| CN111057168B (zh) * | 2018-10-16 | 2022-07-12 | 中国石油化工股份有限公司 | 一种用于烯烃聚合的催化剂及其制备方法和应用 |
| CN111072809B (zh) * | 2018-10-19 | 2022-05-24 | 中国石油化工股份有限公司 | 用于烯烃聚合的催化剂组分和催化剂及其应用与烯烃聚合方法 |
| CN111072797B (zh) * | 2018-10-19 | 2021-07-02 | 中国石油化工股份有限公司 | 烯烃聚合催化剂球形载体及其制备方法和催化剂组分与催化剂及应用 |
| WO2020078352A1 (zh) | 2018-10-19 | 2020-04-23 | 中国石油化工股份有限公司 | 用于烯烃聚合催化剂组分、催化剂及其应用 |
| CN110628393B (zh) * | 2019-10-14 | 2021-02-02 | 北京工业大学 | 交联型聚氧乙烯醚制备相变潜热材料的方法 |
| KR102342077B1 (ko) * | 2019-12-24 | 2021-12-21 | 한화토탈 주식회사 | 에틸렌 중합용 촉매의 제조 방법 |
| CN114426597B (zh) * | 2020-10-15 | 2023-10-13 | 中国石油化工股份有限公司 | 一种烯烃聚合催化剂组分的制备方法及制得的烯烃聚合催化剂组分 |
| EP4230662A1 (en) * | 2020-10-15 | 2023-08-23 | China Petroleum & Chemical Corporation | Magnesium-based solid and catalyst component having multimodal pore distribution, and preparation methods therefor |
| KR20230097111A (ko) * | 2020-10-26 | 2023-06-30 | 차이나 페트로리움 앤드 케미컬 코포레이션 | 올레핀 중합 촉매 제조용 고체 성분, 및 그의 제조방법 및 그의 적용 |
| CN114478857B (zh) * | 2020-10-26 | 2023-07-21 | 中国石油化工股份有限公司 | 烯烃聚合催化剂载体及其制备方法 |
| KR102487347B1 (ko) * | 2020-12-04 | 2023-01-11 | 한화토탈에너지스 주식회사 | 초고분자량 폴리에틸렌의 분자량분포 조절을 위한 지글러-나타 촉매의 제조방법 |
| CN116041593B (zh) * | 2021-10-28 | 2024-07-02 | 中国石油化工股份有限公司 | 一种球形卤化镁加合物的制备方法及其产物和应用 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102453128A (zh) * | 2010-10-19 | 2012-05-16 | 中国石油化工股份有限公司 | 用于烯烃聚合的催化剂组分及其催化剂 |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1096661B (it) | 1978-06-13 | 1985-08-26 | Montedison Spa | Procedimento per la preparazione di prodotti in forma sferoidale solidi a temperatura ambiente |
| IT1098272B (it) | 1978-08-22 | 1985-09-07 | Montedison Spa | Componenti,di catalizzatori e catalizzatori per la polimerizzazione delle alfa-olefine |
| IT1136627B (it) | 1981-05-21 | 1986-09-03 | Euteco Impianti Spa | Catalizzatore supportato per la polimerizzazione di etilene |
| JPS61138604A (ja) * | 1984-12-10 | 1986-06-26 | Idemitsu Petrochem Co Ltd | オレフイン重合用触媒担体の製造方法 |
| FI80055C (fi) | 1986-06-09 | 1990-04-10 | Neste Oy | Foerfarande foer framstaellning av katalytkomponenter foer polymerisation av olefiner. |
| JP2816700B2 (ja) | 1989-04-25 | 1998-10-27 | 株式会社福原精機製作所 | 丸編機における電磁選針装置 |
| JP2879347B2 (ja) | 1989-10-02 | 1999-04-05 | チッソ株式会社 | オレフィン重合用触媒の製法 |
| FI90248C (fi) | 1991-11-29 | 1994-01-10 | Borealis As | Menetelmä hiukkasmaisen kantajan valmistamiseksi olefiinipolymerointikatalyyttiä varten |
| TW400342B (en) | 1994-09-06 | 2000-08-01 | Chisso Corp | A process for producing a solid catalyst component for olefin polymerization and a process for producing an olefin polymer |
| US6323152B1 (en) | 1998-03-30 | 2001-11-27 | Basell Technology Company Bv | Magnesium dichloride-alcohol adducts process for their preparation and catalyst components obtained therefrom |
| HUP0001557A3 (en) | 1997-03-29 | 2010-01-28 | Montell Technology Company Bv | Magnesium dichloride-alcohol adducts, process for their preparation and catalyst components obtained therefrom |
| CN1086191C (zh) | 1998-03-17 | 2002-06-12 | 中国石油化工集团公司 | 用于乙烯聚合或共聚合的催化剂及其制法 |
| CN1169845C (zh) | 2002-02-07 | 2004-10-06 | 中国石油化工股份有限公司 | 用于烯烃聚合的固体催化剂组分和含该催化剂组分的催化剂及其应用 |
| WO2003082930A2 (en) | 2002-03-29 | 2003-10-09 | Basell Poliolefine Italia S.P.A. | Magnesium dichloride-ethanol adducts and catalyst components obtained therefrom |
| RU2005128272A (ru) | 2003-02-24 | 2006-08-10 | Чайна Петролеум Энд Кемикал Корпорейшн (Cn) | Комплексный носитель катализаторов полимеризации пропилена, каталитический компонент и катализатор, включающий указанный компонент |
| CN1213080C (zh) | 2003-04-21 | 2005-08-03 | 中国石油化工股份有限公司 | 用于烯烃聚合反应的催化剂组分及其催化剂 |
| CN1310964C (zh) | 2003-05-30 | 2007-04-18 | 中国石油化工股份有限公司 | 用于烯烃聚合反应的催化剂组分及其催化剂 |
| CN1267508C (zh) * | 2003-08-08 | 2006-08-02 | 中国石油化工股份有限公司 | 一种卤化镁/醇加合物及其制备方法和应用 |
| US7135531B2 (en) * | 2004-01-28 | 2006-11-14 | Basf Catalysts Llc | Spherical catalyst for olefin polymerization |
| US8344079B2 (en) | 2007-12-31 | 2013-01-01 | Basf Corporation | Molar ratio modifications to larger polyolefin catalysts |
| CN101544710B (zh) | 2008-03-28 | 2012-04-18 | 中国石油化工股份有限公司 | 一种卤化镁醇合物及其制备方法和应用 |
| CN101724101B (zh) | 2008-10-24 | 2011-12-28 | 中国石油化工股份有限公司 | 用于烯烃聚合的催化剂组分及其催化剂 |
| CN102040681B (zh) | 2009-10-16 | 2013-02-06 | 中国石油化工股份有限公司 | 用于制备烯烃聚合催化剂的载体及其制备方法 |
| SA3686B1 (ar) | 2009-10-16 | 2014-10-22 | China Petroleum& Chemical Corp | مكون حفاز لبلمرة الأولفين وحفاز يشتمل عليه |
| CN102040680B (zh) | 2009-10-16 | 2013-09-25 | 中国石油化工股份有限公司 | 用于烯烃聚合的催化剂组分及其催化剂 |
| IT1397080B1 (it) | 2009-11-23 | 2012-12-28 | Polimeri Europa Spa | Catalizzatore di tipo ziegler-natta per la (co)polimerizzazione delle alfa-olefine con elevata produttivita' |
| CN102234337B (zh) | 2010-04-22 | 2013-08-14 | 中国石油化工股份有限公司 | 用于烯烃聚合反应的催化剂组分及其催化剂 |
| CN102276765B (zh) | 2010-06-12 | 2013-02-27 | 中国石油化工股份有限公司 | 一种用于烯烃聚合的催化剂组分及催化剂 |
| CN102453127B (zh) * | 2010-10-19 | 2013-06-05 | 中国石油化工股份有限公司 | 用于烯烃聚合催化剂的球形载体及其制备方法 |
| US8685879B2 (en) * | 2011-04-29 | 2014-04-01 | Basf Corporation | Emulsion process for improved large spherical polypropylene catalysts |
| US8765626B2 (en) * | 2011-11-30 | 2014-07-01 | Basf Corporation | Internal donor structure for olefin polymerization catalysts and methods of making and using same |
| TWI644896B (zh) | 2013-05-21 | 2018-12-21 | 中國石油化工科技開發有限公司 | Catalyst component, catalyst and application for olefin polymerization |
-
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102453128A (zh) * | 2010-10-19 | 2012-05-16 | 中国石油化工股份有限公司 | 用于烯烃聚合的催化剂组分及其催化剂 |
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| KR102019727B1 (ko) | 2019-09-09 |
| US20160251457A1 (en) | 2016-09-01 |
| BR112016008605B1 (pt) | 2021-01-19 |
| RU2016118406A (ru) | 2017-11-23 |
| KR20160073986A (ko) | 2016-06-27 |
| EP3059263B1 (en) | 2021-07-21 |
| EP3059263A1 (en) | 2016-08-24 |
| TW201522399A (zh) | 2015-06-16 |
| EP3059263A4 (en) | 2017-06-07 |
| SA516370961B1 (ar) | 2018-11-11 |
| CL2016000919A1 (es) | 2016-11-11 |
| US9951157B2 (en) | 2018-04-24 |
| RU2016118406A3 (ko) | 2018-04-26 |
| JP6397908B2 (ja) | 2018-09-26 |
| RU2668082C2 (ru) | 2018-09-27 |
| JP2016540065A (ja) | 2016-12-22 |
| WO2015055136A1 (zh) | 2015-04-23 |
| SG11201603004RA (en) | 2016-05-30 |
| MY172451A (en) | 2019-11-26 |
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